2,5-Dimorpholino-1,4-benzoquinone

Base Information

• Chemical Name: 2,5-Dimorpholino-1,4-benzoquinone
• CAS No.: 3421-18-9
• Molecular Formula: C14H18 N2 O4
• Molecular Weight: 278.308
• European Community (EC) Number: 661-568-9
• NSC Number: 32203
• DSSTox Substance ID: DTXSID50283583
• Nikkaji Number: J719.319J
• Wikidata: Q82018204
• Mol file: 3421-18-9.mol

Synonyms:3421-18-9;2,5-Dimorpholino-1,4-benzoquinone;2,5-di(morpholin-4-yl)-1,4-benzoquinone;NSC32203;DTXSID50283583;NSC-32203;STK700349;AKOS003613632;2,5-bis(morpholino)-1,4-benzoquinone;SR-01000310529;SR-01000310529-1;2,5-di(morpholin-4-yl)cyclohexa-2,5-diene-1,4-dione

Chemical Property of 2,5-Dimorpholino-1,4-benzoquinone

Chemical Property:

• Vapor Pressure: 1.71E-08mmHg at 25°C
• Boiling Point: 455.8°C at 760 mmHg
• Flash Point: 229.4°C
• Density: 1.348g/cm³
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 278.12665706
• Heavy Atom Count: 20
• Complexity: 428

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1C2=CC(=O)C(=CC2=O)N3CCOCC3

Technology Process of 2,5-Dimorpholino-1,4-benzoquinone

There total 13 articles about 2,5-Dimorpholino-1,4-benzoquinone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

morpholine (110-91-8,99108-56-2) + hydroquinone (123-31-9,8027-02-9) → 2,5-dimorpholinocyclohexa-2,5-diene-1,4-dione (3421-18-9)

Guidance literature:

With oxygen; In ethyl acetate; at 25 ℃; for 6h; under 760.051 Torr;

DOI:10.1002/adsc.200900347

Reference yield: 83.0%

morpholine (110-91-8,99108-56-2) + vanillin (121-33-5,8014-42-4) → 4-morpholinecarboxaldehyde (4394-85-8) + 2,5-dimorpholinocyclohexa-2,5-diene-1,4-dione (3421-18-9)

Guidance literature:

With air; In ethanol; at 20 ℃; for 24h;

DOI:10.1002/ejoc.201901553

Reference yield: 64.0%

morpholine (110-91-8,99108-56-2) + p-benzoquinone (106-51-4) → 2,5-dimorpholinocyclohexa-2,5-diene-1,4-dione (3421-18-9)

Guidance literature:

morpholine; In water; for 0.0333333h; Green chemistry;

p-benzoquinone; With potassium carbonate; In water; at 20 ℃; for 6h; regioselective reaction; Green chemistry;

DOI:10.1016/j.ejmech.2012.07.022

upstream raw materials:

morpholine

2,5-bis(1-aziridinyl)-1,4-benzoquinone

4-hydroxy-benzaldehyde

hydroquinone

Downstream raw materials:

2,5-dimorpholino-3,6-bis(phenylthio)cyclohexa-2,5-diene-1,4-dione

diethyl 2,2'-(2,5-dimorpholino-3,6-dioxocyclohexa-1,4-diene-1,4-diyl)bis(sulfanediyl)diacetate

Refernces

• 1、 Kucklander,Kuna,Schneider. "Reaction of 2-amino-2-cycloalken-1-one derivatives with p-benzoquinones, III". . p. 415 - 419. Retrieved 1993.
• 2、 Tandon, Vishnu K.,Kumar, Sandeep,Mishra, Nripendra N.,Shukla, Praveen K.. "Micelles catalyzed chemo- and regio-selective one pot and one step synthesis of 2,3,5,6-tetrakis(alkyl and arylsulfanyl)-1,4-benzoquinones and 2,5-diaminosubstituted-1,4-benzoquinones "in-Water" and their biological evaluation as antibacterial and antifungal agents". . p. 375 - 386. Retrieved 2013/01/15.
• 3、 Bock, Hans,Nick, Sabine,Seitz, Wolfgang,Naether, Christian,Bats, Jan W.. "-". . p. 153 - 171. Retrieved 2007/10/03.